In order to obtain constrained analogues of tryptophane, five-membered lactams and lactones bearing 4-indolyl and 3-carboxylic groups were prepared in a completely diastereoselective manner, resulting in a trans relationship. Furthermore, the use of chiral precursors in the synthesis yielded enantiomerically pure compounds with three contiguous chiral centres. © 2000 Elsevier Science Ltd.
Boisbrun, M., Kovács-Kulyassa, Á., Jeannin, L., Sapi, J., Toupet, L., & Laronze, J. Y. (2000). Stereochemically controlled syntheses of indole-substituted dihydrofuran-2-ones and a pyrrolidin-2-one. Tetrahedron Letters, 41(50), 9771–9775. https://doi.org/10.1016/S0040-4039(00)01719-6